WEEK 3 · FIND YOUR VOICE · 10 min

Play Both Sides

Draft the hard email. Then have AI play the recipient and tell you how it lands.

0 of 3 steps

Something where the relationship matters as much as the message. Pushback. Negotiation. Disappointment. Bad news.

COPY THIS PROMPT

Here are my voice rules:
[paste your voice rules from Day 3]

Here's a sensitive email thread:
[paste]

Outcome I want: [your goal]
Relationship I need to protect: [why this person matters]
The thing I'm afraid of saying: [what you're avoiding]

Draft my reply. Be honest but human. Then do something else:

Play the role of the recipient. After reading my reply, tell me:
1. How does this land emotionally?
2. What would they read between the lines?
3. Would they feel respected or dismissed?
4. What would they tell their colleague about this email after reading it?
5. Is there a version of this that gets what I want AND makes them feel heard?

Claude

Draft my reply, then play the recipient. How does it land?

Your reply (draft):
"Hey Sarah — I hear you on the timeline frustration. You're right that we fell short. Here's what we're doing about it: [3 specific actions]. I'd like to walk you through the revised plan Thursday. I'm committed to getting this right."

Now playing Sarah (the recipient):

Emotionally: Relieved but cautious. The acknowl...

This is AI as a simulation, not a drafting tool. You're not asking it to write for you. You're asking it to show you the impact of your words before you send them.

TODAY'S INSIGHT

The best communicators don't just think about what they want to say. They think about how it's going to land. AI lets you test that before you hit send.

COMING NEXT

Continue to Day 14: Extract Thought Leadership From Your Day →